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Hawaii to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Hawaii
Flight Price $487
Airlines Delta, American Airlines, Alaska Airlines

Book cheap flights from Hawaii to Chicago (round-trip)

Airports
Origin
Kahului
$671
only
$671
Hilo
$1001
only
$1001
Honolulu
$487
only
$487
Lihue
$503
only
$503
Kailua-Kona
$639
only
$639
Destination
Chicago
$487
only
$487
$535
only
$535
Wed, Feb 20
HNL
Honolulu
ORD
Chicago O'Hare International
13h 24m
Wed, Feb 27
ORD
Chicago O'Hare International
HNL
Honolulu
16h 01m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,517 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MIA
LGA
Excellent 8.3

Pros: Arrived on time and smooth flight though it was completely full

PVR
ATL
Excellent 9.3

Pros: Great entertainment options!

Cons: The seats are still too small. I also wish there were hot options for food.

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

TPA
LGA
Excellent 9.6

Pros: new airbus plane. great luggage bins

Cons: nothing

TPA
DTW
Excellent 9.6

Pros: The entire crew was hospitable & accommodating; I was very pleased with all of the flight crew!

Cons: My disappointment regarding my flight experience had nothing to do with the flight crew I met/seen/corresponded with; I was unhappy & displeased to pick up my new luggage with the top zippered broke off & missing.

Thu, Jan 31
HNL
Honolulu
ORD
Chicago O'Hare International
19h 04m
Tue, Feb 5
ORD
Chicago O'Hare International
HNL
Honolulu
39h 25m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 21
HNL
Honolulu
ORD
Chicago O'Hare International
20h 54m
Wed, Jan 30
ORD
Chicago O'Hare International
HNL
Honolulu
23h 25m
Trip: 10 days
6.6GoodShow reviews
Overall 6.6 Good
Based on 1 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
LGA
DFW
Mediocre 2.0

Pros: The flight attendants were friendly and helpful.

Cons: The American Airlines crew in Houston gave multiple people the wrong information regarding checked luggage for our connecting flight. Because the flight from NYC was over an hour delayed and the misinformation, several people missed the connecting flight. Hobby closes at a certain hour so I now have to wait until tomorrow morning to retrieve my carry on luggage the American Airlines MADE me check because of the group I was in. I called American Aurlines customer service line and they were not helpful. I will never fly American again.

GRB
ORD
Mediocre 2.6

Pros: Nothing

Cons: Bussed from Green Bay to Chicago.

DCA
BOS
Mediocre 3.3

Pros: Nothing, we had to deplane.

Cons: This flight was completely messed up and ultimately ruined my connection and subsequent travel plans. We were told there was a 30 minute delay because of the pilot and shortly after we were told to deplane. I had to cancel. rebook with another airline while my bag traveled to Boston

JFK
EZE
Excellent 8.0

Pros: Movies, food, drinks

Cons: 2 hour delay, middle seat

BOS
LAX
Mediocre 2.0

Pros: Never even made it on this flight because the first flight was ruined and delayed severely

Cons: The fact that my travel plans were entirely derailed and I had to book with another airline

Tue, May 7
HNL
Honolulu
ORD
Chicago O'Hare International
20h 50m
Sun, May 12
ORD
Chicago O'Hare International
HNL
Honolulu
21h 39m
Trip: 6 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 25,359 reviews
Overall
8.6
Boarding
8.6
Comfort
8.3
Crew
8.9
Entertainment
7.9
Food
7.9
DAL
LAX
Good 6.3

Pros: All the issues related to a small plane.

Cons: The crew was great.

DAL
SAN
Excellent 9.3

Pros: First time to fly out of Love Field. Very good experience. On time flights.

Cons: Didn’t like having to exit the plane in both San Diego and Spokane in the rain. No exit tunnel into the terminal. The in flight entertainment app was very wonky

SEA
DFW
Excellent 10.0

Cons: Lost WiFi once and had to start movie over

PDX
SJC
Excellent 10.0

Pros: Super friendly staff. Smooth easy flight.

Cons: Nothing

ANC
SEA
Good 6.6

Pros: I missed my flight and the lady who helped me get on the next flight was so helpful!

Cons: On my flight I was freezing. I saw first class received blankets and many of them were not being used. I explained to the flight attendant how cold I was and asked if I could purchase a blanket. I’m a very understanding person, but even after all of my attempts to warm up (i.e., drinking hot water, moving around, etc.) I was miserable and on the brink of tears. I understand staff must follow company policy but I found this to be horribly inhumane. After reaching out to corporate my issue was never resolved.

Mon, Feb 25
HNL
Honolulu
ORD
Chicago O'Hare International
13h 24m
Thu, Mar 7
ORD
Chicago O'Hare International
HNL
Honolulu
19h 03m
Trip: 11 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,517 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
PVR
ATL
Excellent 9.3

Pros: Great entertainment options!

Cons: The seats are still too small. I also wish there were hot options for food.

DCA
LAX
Excellent 9.3

Pros: The plane was very new and clean; entertainment options and food were very good; it was a good flight.

Cons: At baggage drop-DCA: Charged me for a bag when I had a status that allows 1 bag free; she would not listen, made me pay for it in order to check my bag and then told me to go over to customer service and ask for a refund.

JFK
BCN
Excellent 8.6

Pros: Good food, entertainment and Delta Comfort section worth the extra cost.

Cons: Boarding at JFK a nightmare.

LAX
AMS
Excellent 9.0

Cons: flight was delayed

JFK
DUB
Good 6.0

Pros: The flight crew was very competent and welcoming.

Cons: The gate agent at JFK was annoying. She forced us to check carry on bags for no apparent reason. Much larger carry on’s were allowed both before and after us. Her fellow agent seemed like she wanted to apologize for her capricious behavior, but was understandably hesitant to do so. The airplane seating was cramped and uncomfortable. The rntertainment choices were very limited unless you enjoy superhero movies or a very limited range of audio/musical selections. So it goes in coach class.

Wed, Feb 6
LIH
Lihue
ORD
Chicago O'Hare International
25h 58m
Sat, Feb 9
ORD
Chicago O'Hare International
LIH
Lihue
29h 05m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 21
LIH
Lihue
MDW
Chicago Midway
13h 32m
Tue, Feb 26
MDW
Chicago Midway
LIH
Lihue
19h 45m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,542 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
PHX
Excellent 10.0

Pros: Inflight movies and charging stations at every seat at the delta Gates and at every seat on the plane.

Cons: We had originally reserved a window seat and an aisle seat but when they changed our flight they put us by the window seat and the middle which we didn't like.

LGA
DCA
Good 6.0

Pros: Crew was good

Cons: No idea why there was over a two hour delay.

PNS
ATL
Excellent 9.6

Pros: Very smooth and friendly TSA personnel at the security point. Very friendly and respectful of the military. My husband is a Vietnam veteran.

JFK
LAS
Okay 4.3

Cons: After a delay of about an hour on a very full flight the gate agent asked for volunteers to check their rollaboard suitcases. The gate agents then allowed those who checked their rollaboards to board before Zone 1,which was fine. However, a bunch of people without gate check stickers on the rollaboards were also allowed to board before Zone 1, which was aggravating. There was a long delay on the tarmac, during which we had to pull back to the gate or to a maintenance area before we finally took off. When we arrived in Vegas there was no gate for us to pull into, which led to another long delay of an already long and delayed flight.

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

Mon, Mar 25
HNL
Honolulu
ORD
Chicago O'Hare International
37h 47m
Tue, Apr 2
ORD
Chicago O'Hare International
HNL
Honolulu
16h 15m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 19
HNL
Honolulu
ORD
Chicago O'Hare International
10h 33m
Tue, Apr 2
ORD
Chicago O'Hare International
HNL
Honolulu
13h 16m
Trip: 15 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,517 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
JFK
BCN
Excellent 8.6

Pros: Good food, entertainment and Delta Comfort section worth the extra cost.

Cons: Boarding at JFK a nightmare.

DEN
JFK
Excellent 9.3

Pros: Staff from Check in to aircraft very pleasant. Snack choice in Coach impressive.

JFK
DUB
Good 6.0

Pros: The flight crew was very competent and welcoming.

Cons: The gate agent at JFK was annoying. She forced us to check carry on bags for no apparent reason. Much larger carry on’s were allowed both before and after us. Her fellow agent seemed like she wanted to apologize for her capricious behavior, but was understandably hesitant to do so. The airplane seating was cramped and uncomfortable. The rntertainment choices were very limited unless you enjoy superhero movies or a very limited range of audio/musical selections. So it goes in coach class.

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

MIA
LGA
Excellent 8.3

Pros: Arrived on time and smooth flight though it was completely full

Mon, Jun 3
HNL
Honolulu
ORD
Chicago O'Hare International
12h 15m
Tue, Jun 11
ORD
Chicago O'Hare International
HNL
Honolulu
23h 01m
Trip: 9 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 25,359 reviews
Overall
8.6
Boarding
8.6
Comfort
8.3
Crew
8.9
Entertainment
7.9
Food
7.9
ANC
SEA
Good 6.6

Pros: I missed my flight and the lady who helped me get on the next flight was so helpful!

Cons: On my flight I was freezing. I saw first class received blankets and many of them were not being used. I explained to the flight attendant how cold I was and asked if I could purchase a blanket. I’m a very understanding person, but even after all of my attempts to warm up (i.e., drinking hot water, moving around, etc.) I was miserable and on the brink of tears. I understand staff must follow company policy but I found this to be horribly inhumane. After reaching out to corporate my issue was never resolved.

SFO
DAL
Excellent 10.0

Pros: The flight was on time departing and arriving, the plane was clean, the legroom was good, the flight attendants were friendly and attentive.

Cons: The bus trip from terminal to plane was long.

DAL
SAN
Excellent 10.0

Pros: Loved the WiFi was free and we could watch tv shows and movies on our iPads

Cons: A bit bumpy but out of our control

PDX
SJC
Excellent 10.0

Pros: Super friendly staff. Smooth easy flight.

Cons: Nothing

LAX
EWR
Good 6.3

Cons: There were no tv monitors on the board of the plane.

Tue, Apr 2
HNL
Honolulu
ORD
Chicago O'Hare International
10h 45m
Thu, Apr 11
ORD
Chicago O'Hare International
HNL
Honolulu
20h 00m
Trip: 10 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,517 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
LAX
PDX
Mediocre 2.0

Pros: It was ok

Cons: They lost my suitcase. Now I have to wait a day or two and they won’t sent it to me.

PVR
ATL
Excellent 9.3

Pros: Great entertainment options!

Cons: The seats are still too small. I also wish there were hot options for food.

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

DEN
JFK
Excellent 9.3

Pros: Staff from Check in to aircraft very pleasant. Snack choice in Coach impressive.

TPA
DTW
Excellent 9.6

Pros: The entire crew was hospitable & accommodating; I was very pleased with all of the flight crew!

Cons: My disappointment regarding my flight experience had nothing to do with the flight crew I met/seen/corresponded with; I was unhappy & displeased to pick up my new luggage with the top zippered broke off & missing.

Wed, Apr 17
KOA
Kona International
ORD
Chicago O'Hare International
14h 37m
Mon, Apr 22
ORD
Chicago O'Hare International
KOA
Kona International
30h 55m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 11
HNL
Honolulu
MDW
Chicago Midway
14h 37m
Thu, Mar 14
MDW
Chicago Midway
HNL
Honolulu
16h 38m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,542 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SEA
AMS
Good 7.3

Pros: Entertainment, food, comfort

Cons: Slow boarding/alighting, entertainment system was too sluggish

CHS
ATL
Excellent 10.0

Pros: All ok

TPA
LGA
Excellent 9.6

Pros: new airbus plane. great luggage bins

Cons: nothing

JFK
DUB
Good 6.0

Pros: The flight crew was very competent and welcoming.

Cons: The gate agent at JFK was annoying. She forced us to check carry on bags for no apparent reason. Much larger carry on’s were allowed both before and after us. Her fellow agent seemed like she wanted to apologize for her capricious behavior, but was understandably hesitant to do so. The airplane seating was cramped and uncomfortable. The rntertainment choices were very limited unless you enjoy superhero movies or a very limited range of audio/musical selections. So it goes in coach class.

JFK
ATL
Excellent 10.0

Pros: The flight was solid and they provided a consistent experience

Cons: Not applicable

Fri, Apr 12
OGG
Kahului
ORD
Chicago O'Hare International
24h 51m
Tue, Apr 16
ORD
Chicago O'Hare International
OGG
Kahului
17h 54m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 25
HNL
Honolulu
MDW
Chicago Midway
13h 28m
Tue, Apr 2
MDW
Chicago Midway
HNL
Honolulu
15h 32m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,542 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
JFK
LAS
Okay 4.3

Cons: After a delay of about an hour on a very full flight the gate agent asked for volunteers to check their rollaboard suitcases. The gate agents then allowed those who checked their rollaboards to board before Zone 1,which was fine. However, a bunch of people without gate check stickers on the rollaboards were also allowed to board before Zone 1, which was aggravating. There was a long delay on the tarmac, during which we had to pull back to the gate or to a maintenance area before we finally took off. When we arrived in Vegas there was no gate for us to pull into, which led to another long delay of an already long and delayed flight.

CHS
ATL
Excellent 10.0

Pros: All ok

LAX
AMS
Excellent 9.0

Cons: flight was delayed

SEA
AMS
Good 7.3

Pros: Entertainment, food, comfort

Cons: Slow boarding/alighting, entertainment system was too sluggish

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

Tue, Apr 2
HNL
Honolulu
MDW
Chicago Midway
13h 47m
Thu, Apr 11
MDW
Chicago Midway
HNL
Honolulu
16h 23m
Trip: 10 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,542 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SEA
AMS
Good 7.3

Pros: Entertainment, food, comfort

Cons: Slow boarding/alighting, entertainment system was too sluggish

CHS
ATL
Excellent 10.0

Pros: All ok

JFK
LAS
Okay 4.3

Cons: After a delay of about an hour on a very full flight the gate agent asked for volunteers to check their rollaboard suitcases. The gate agents then allowed those who checked their rollaboards to board before Zone 1,which was fine. However, a bunch of people without gate check stickers on the rollaboards were also allowed to board before Zone 1, which was aggravating. There was a long delay on the tarmac, during which we had to pull back to the gate or to a maintenance area before we finally took off. When we arrived in Vegas there was no gate for us to pull into, which led to another long delay of an already long and delayed flight.

LAX
AMS
Excellent 9.0

Cons: flight was delayed

TPA
LGA
Excellent 9.6

Pros: new airbus plane. great luggage bins

Cons: nothing

Thu, Jan 24
OGG
Kahului
ORD
Chicago O'Hare International
16h 40m
Thu, Jan 31
ORD
Chicago O'Hare International
OGG
Kahului
16h 59m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,542 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
LGA
DCA
Good 6.0

Pros: Crew was good

Cons: No idea why there was over a two hour delay.

MSP
SEA
Excellent 10.0

Pros: It was early arrival

Cons: Nothing

CUN
MSP
Excellent 10.0

Pros: Crew was extremly helpful, friendly and happy.

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

CHS
ATL
Excellent 10.0

Pros: All ok

Fri, Mar 8
ITO
Hilo International
ORD
Chicago O'Hare International
17h 51m
Sat, Mar 23
ORD
Chicago O'Hare International
ITO
Hilo International
43h 54m
$1001
Trip: 15 days
Overall 0.0 Poor
Based on 0 reviews
Tue, May 28
HNL
Honolulu
ORD
Chicago O'Hare International
10h 34m
Wed, Jun 5
ORD
Chicago O'Hare International
HNL
Honolulu
20h 15m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,517 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
TPA
LGA
Excellent 9.6

Pros: new airbus plane. great luggage bins

Cons: nothing

DCA
LAX
Excellent 9.3

Pros: The plane was very new and clean; entertainment options and food were very good; it was a good flight.

Cons: At baggage drop-DCA: Charged me for a bag when I had a status that allows 1 bag free; she would not listen, made me pay for it in order to check my bag and then told me to go over to customer service and ask for a refund.

LAX
LAS
Good 6.0

Cons: at last minute itinerary was changed.. instead of routing through Brisbane, was now routed through Sydney. Flight from Sydney to LAX was delayed by 4 hours, then missed flight LAX to LAS... overall long delayed arrival. Checked the route through Brisbane, and those flights we're all there, departed and landed all on-time... so wondering what the reason was for the change of the itinerary without a cause (no cancel or delayed flights through Brisbane)

TPA
DTW
Excellent 9.6

Pros: The entire crew was hospitable & accommodating; I was very pleased with all of the flight crew!

Cons: My disappointment regarding my flight experience had nothing to do with the flight crew I met/seen/corresponded with; I was unhappy & displeased to pick up my new luggage with the top zippered broke off & missing.

LAX
PDX
Mediocre 2.0

Pros: It was ok

Cons: They lost my suitcase. Now I have to wait a day or two and they won’t sent it to me.

Fri, Jan 25
HNL
Honolulu
MDW
Chicago Midway
15h 18m
Sun, Jan 27
MDW
Chicago Midway
HNL
Honolulu
16h 44m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 22,542 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
TPA
LGA
Excellent 9.6

Pros: new airbus plane. great luggage bins

Cons: nothing

JFK
LAS
Okay 4.3

Cons: After a delay of about an hour on a very full flight the gate agent asked for volunteers to check their rollaboard suitcases. The gate agents then allowed those who checked their rollaboards to board before Zone 1,which was fine. However, a bunch of people without gate check stickers on the rollaboards were also allowed to board before Zone 1, which was aggravating. There was a long delay on the tarmac, during which we had to pull back to the gate or to a maintenance area before we finally took off. When we arrived in Vegas there was no gate for us to pull into, which led to another long delay of an already long and delayed flight.

LGA
DCA
Good 6.0

Pros: Crew was good

Cons: No idea why there was over a two hour delay.

DCA
LAX
Excellent 9.3

Pros: The plane was very new and clean; entertainment options and food were very good; it was a good flight.

Cons: At baggage drop-DCA: Charged me for a bag when I had a status that allows 1 bag free; she would not listen, made me pay for it in order to check my bag and then told me to go over to customer service and ask for a refund.

SEA
AMS
Good 7.3

Pros: Entertainment, food, comfort

Cons: Slow boarding/alighting, entertainment system was too sluggish

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